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The tubes can get in the way of the extra bead. Is the rim set up tubeless? Sometimes you can blast it up tubeless, let it down, remove one bead and the valve, put the pointless tube in and it'll go up easier from there. I find schwalbe great on gravel sizes and above but the road tubeless ones are really tight.
I have a mirror image problem, a pair of Schwable tubeless tyres that won’t seat evenly on any rim using tubes?